#------------------------------------------------------------------------------
#$Date: 2016-03-23 22:01:52 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179463 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/60/4336085.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4336085
loop_
_publ_author_name
'Ahmed Al-Harbi'
'Yi Rong'
'Gerard Parkin'
_publ_section_title
;
 Synthesis and Structural Characterization of
 Bis(2-oxoimidazolyl)hydroborato Complexes: A New Class of Bidentate
 Oxygen-Donor Ligands
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              10226
_journal_page_last               10228
_journal_paper_doi               10.1021/ic401658n
_journal_volume                  52
_journal_year                    2013
_chemical_formula_sum            'C34 H36 B2 Cl4 I2 N8 O4 Zn2'
_chemical_formula_weight         1168.67
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                74.050(2)
_cell_angle_beta                 72.881(2)
_cell_angle_gamma                68.703(2)
_cell_formula_units_Z            1
_cell_length_a                   8.9863(11)
_cell_length_b                   10.5954(13)
_cell_length_c                   12.2767(14)
_cell_measurement_reflns_used    5829
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      30.75
_cell_measurement_theta_min      2.48
_cell_volume                     1022.2(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      130(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_av_sigmaI/netI    0.0685
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            16936
_diffrn_reflns_theta_full        31.02
_diffrn_reflns_theta_max         31.02
_diffrn_reflns_theta_min         1.77
_exptl_absorpt_coefficient_mu    2.994
_exptl_absorpt_correction_T_max  0.8896
_exptl_absorpt_correction_T_min  0.6623
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.899
_exptl_crystal_description       Block
_exptl_crystal_F_000             572
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.100
_refine_diff_density_min         -0.627
_refine_diff_density_rms         0.143
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         6444
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0694
_refine_ls_R_factor_gt           0.0408
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0200P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0675
_refine_ls_wR_factor_ref         0.0748
_reflns_number_gt                4501
_reflns_number_total             6444
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic401658n_si_006.cif
_cod_data_source_block           mbozns10
_cod_database_code               4336085
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Zn Zn 1.90345(5) 0.39284(4) -0.98209(3) 0.02050(10) Uani 1 1 d .
I I 1.75190(3) 0.31334(2) -0.783874(19) 0.02559(7) Uani 1 1 d .
B B 2.0821(5) 0.1697(4) -1.1053(3) 0.0209(8) Uani 1 1 d .
H12 H 2.113(4) 0.061(4) -1.101(3) 0.028(10) Uiso 1 1 d .
H11 H 1.992(4) 0.201(4) -1.028(3) 0.037(11) Uiso 1 1 d .
N11 N 2.2438(3) 0.1930(3) -1.1074(2) 0.0178(6) Uani 1 1 d .
N12 N 2.4154(3) 0.2708(3) -1.0661(2) 0.0188(6) Uani 1 1 d .
N21 N 2.0056(3) 0.2587(3) -1.2103(2) 0.0191(6) Uani 1 1 d .
N22 N 1.8497(3) 0.4349(3) -1.3149(2) 0.0215(6) Uani 1 1 d .
O1 O 2.1371(3) 0.3883(2) -1.02060(19) 0.0201(5) Uani 1 1 d .
O2 O 1.8400(3) 0.4555(2) -1.13116(19) 0.0231(5) Uani 1 1 d .
C11 C 2.2569(4) 0.2906(3) -1.0624(3) 0.0194(7) Uani 1 1 d .
C12 C 2.4029(4) 0.1050(3) -1.1397(3) 0.0186(7) Uani 1 1 d .
C13 C 2.4606(4) -0.0123(3) -1.1872(3) 0.0229(7) Uani 1 1 d .
H13A H 2.3881 -0.0475 -1.2038 0.028 Uiso 1 1 calc R
C14 C 2.6276(4) -0.0766(4) -1.2097(3) 0.0284(8) Uani 1 1 d .
H14A H 2.6703 -0.1571 -1.2429 0.034 Uiso 1 1 calc R
C15 C 2.7348(4) -0.0263(4) -1.1851(3) 0.0272(8) Uani 1 1 d .
H15A H 2.8490 -0.0728 -1.2019 0.033 Uiso 1 1 calc R
C16 C 2.6775(4) 0.0906(3) -1.1363(3) 0.0229(7) Uani 1 1 d .
H16A H 2.7496 0.1254 -1.1186 0.027 Uiso 1 1 calc R
C17 C 2.5104(4) 0.1541(3) -1.1147(3) 0.0191(7) Uani 1 1 d .
C18 C 2.4796(4) 0.3494(4) -1.0217(3) 0.0251(8) Uani 1 1 d .
H18A H 2.3915 0.4019 -0.9670 0.038 Uiso 1 1 calc R
H18B H 2.5242 0.4131 -1.0863 0.038 Uiso 1 1 calc R
H18C H 2.5664 0.2862 -0.9819 0.038 Uiso 1 1 calc R
C21 C 1.8965(4) 0.3864(3) -1.2119(3) 0.0197(7) Uani 1 1 d .
C22 C 2.0254(4) 0.2222(4) -1.3165(3) 0.0217(7) Uani 1 1 d .
C23 C 2.1135(4) 0.1018(4) -1.3577(3) 0.0263(8) Uani 1 1 d .
H23A H 2.1774 0.0247 -1.3125 0.032 Uiso 1 1 calc R
C24 C 2.1054(4) 0.0975(4) -1.4674(3) 0.0299(9) Uani 1 1 d .
H24A H 2.1654 0.0157 -1.4980 0.036 Uiso 1 1 calc R
C25 C 2.0117(4) 0.2098(4) -1.5339(3) 0.0305(9) Uani 1 1 d .
H25A H 2.0099 0.2035 -1.6092 0.037 Uiso 1 1 calc R
C26 C 1.9210(4) 0.3308(4) -1.4925(3) 0.0276(8) Uani 1 1 d .
H26A H 1.8568 0.4080 -1.5374 0.033 Uiso 1 1 calc R
C27 C 1.9290(4) 0.3331(3) -1.3823(3) 0.0218(7) Uani 1 1 d .
C28 C 1.7289(4) 0.5656(4) -1.3456(3) 0.0280(8) Uani 1 1 d .
H28A H 1.6964 0.6197 -1.2846 0.042 Uiso 1 1 calc R
H28B H 1.6327 0.5487 -1.3537 0.042 Uiso 1 1 calc R
H28C H 1.7758 0.6166 -1.4193 0.042 Uiso 1 1 calc R
C10 C 1.5718(4) 0.2505(4) -0.4370(3) 0.0295(8) Uani 1 1 d .
H10A H 1.6425 0.2910 -0.5054 0.035 Uiso 1 1 calc R
H10B H 1.6423 0.1858 -0.3837 0.035 Uiso 1 1 calc R
Cl1 Cl 1.48092(12) 0.15842(10) -0.48232(9) 0.0348(2) Uani 1 1 d .
Cl2 Cl 1.42741(13) 0.38321(10) -0.36603(8) 0.0401(2) Uani 1 1 d .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O2 Zn O1 104.33(9) . .
O2 Zn H11 84.0(10) . .
O1 Zn H11 86.1(10) . .
O2 Zn O1 88.03(9) . 2_963
O1 Zn O1 81.54(9) . 2_963
H11 Zn O1 163.2(10) . 2_963
O2 Zn I 131.11(7) . .
O1 Zn I 124.37(6) . .
H11 Zn I 94.5(10) . .
O1 Zn I 101.89(6) 2_963 .
H12 B H11 111(3) . .
H12 B N21 113.4(18) . .
H11 B N21 106.1(19) . .
H12 B N11 105.1(18) . .
H11 B N11 108.7(19) . .
N21 B N11 112.9(3) . .
C11 N11 C12 107.0(3) . .
C11 N11 B 126.0(3) . .
C12 N11 B 126.4(3) . .
C11 N12 C17 108.1(3) . .
C11 N12 C18 127.3(3) . .
C17 N12 C18 124.5(3) . .
C21 N21 C22 107.0(3) . .
C21 N21 B 124.7(3) . .
C22 N21 B 128.2(3) . .
C21 N22 C27 108.1(3) . .
C21 N22 C28 125.8(3) . .
C27 N22 C28 126.0(3) . .
C11 O1 Zn 123.5(2) . .
C11 O1 Zn 135.6(2) . 2_963
Zn O1 Zn 98.46(9) . 2_963
C21 O2 Zn 124.4(2) . .
O1 C11 N12 123.9(3) . .
O1 C11 N11 125.7(3) . .
N12 C11 N11 110.4(3) . .
C13 C12 C17 120.4(3) . .
C13 C12 N11 131.7(3) . .
C17 C12 N11 107.9(3) . .
C12 C13 C14 117.6(3) . .
C13 C14 C15 121.7(3) . .
C16 C15 C14 121.0(3) . .
C17 C16 C15 116.7(3) . .
C16 C17 C12 122.6(3) . .
C16 C17 N12 130.7(3) . .
C12 C17 N12 106.7(3) . .
O2 C21 N21 127.4(3) . .
O2 C21 N22 122.3(3) . .
N21 C21 N22 110.4(3) . .
C23 C22 C27 120.7(3) . .
C23 C22 N21 131.5(3) . .
C27 C22 N21 107.8(3) . .
C22 C23 C24 117.4(3) . .
C23 C24 C25 121.6(3) . .
C26 C25 C24 121.3(3) . .
C27 C26 C25 116.4(3) . .
C26 C27 C22 122.6(3) . .
C26 C27 N22 130.7(3) . .
C22 C27 N22 106.7(3) . .
Cl1 C10 Cl2 112.9(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn O2 1.946(2) .
Zn O1 1.998(2) .
Zn H11 2.06(4) .
Zn O1 2.221(2) 2_963
Zn I 2.4983(5) .
B H12 1.07(3) .
B H11 1.10(4) .
B N21 1.551(5) .
B N11 1.552(5) .
N11 C11 1.352(4) .
N11 C12 1.404(4) .
N12 C11 1.351(4) .
N12 C17 1.396(4) .
N12 C18 1.452(4) .
N21 C21 1.351(4) .
N21 C22 1.405(4) .
N22 C21 1.356(4) .
N22 C27 1.394(4) .
N22 C28 1.449(4) .
O1 C11 1.285(4) .
O1 Zn 2.221(2) 2_963
O2 C21 1.268(4) .
C12 C13 1.380(4) .
C12 C17 1.388(4) .
C13 C14 1.382(5) .
C14 C15 1.392(5) .
C15 C16 1.386(5) .
C16 C17 1.381(4) .
C22 C23 1.376(5) .
C22 C27 1.391(5) .
C23 C24 1.384(5) .
C24 C25 1.392(5) .
C25 C26 1.386(5) .
C26 C27 1.382(5) .
C10 Cl1 1.753(4) .
C10 Cl2 1.761(4) .
